48,529

Winter Haven, FL Homes

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  • /17

    $300,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft

    Larissa Plan at Sunset Hills, Winter Haven, FL 33881

    From the front porch, you enter into the foyer and are immediately welcomed into the open family room, dining area, and kitchen. Just off the kitchen is the primary bedroom, which includes a primary bath, walk-in closet, and convenient access to the laundry room. The family room opens to a back patio, perfect for outdoor relaxation. On the opposite side of the kitchen, you’ll find two additional

    Starlight Homes Builder
    3136 Sunset Hills Rd Unit 36459374, Winter Haven, FL 33881
  • /20

    $1,475 per month

    • 1 Bed
    • 1 Bath
    • 2,093 Sq Ft
    • House for Rent

    1313 Diego Terrace Unit In-Law Suite, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. For Lease: Private In-Law Suite in Winter Haven, FL – $1,500/Month Looking for a clean, private rental in Winter Haven? This 450 sq. ft. in-law suite offers comfortable living in a quiet, well-located neighborhood. Important: This is a separate in-law suite attached to the main home. The main house is owner-occupied. This listing is not for the full

    Andrea Jastemski DALTON WADE INC

    1313 Diego Terrace Unit In-Law Suite, Winter Haven, FL 33884
  • /2

    $510,000 Sold Feb 17, 2026

    1016 Biltmore Dr NW, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 2,641 Sq Ft
    • Built 1956

    Last Sold Summary

    • 14% Below List Price
    • $193/SF
    • 169 Days On Market

    Current Estimated Value $452,113

    Last Listing Agent Donna Fiore ENGEL & VOELKERS LAKELAND

    1016 Biltmore Dr NW, Winter Haven, FL 33881
    • /2

      Not Listed For Sale

      3008 Thornhill Rd, Winter Haven, FL 33880

      • 4 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1984
      3008 Thornhill Rd, Winter Haven, FL 33880

      Last Sold Summary

      • $156/SF
      • 19 Days On Market

      Last Sold Price $225,000

      Last Listing Agent Dawn Justice CHARLES RUTENBERG REALTY INC

  • /48

    $442,500

    • 5 Beds
    • 3 Baths
    • 2,536 Sq Ft

    1096 Sandpiper Loop, Winter Haven, FL 33881

    Fall in love with this expansive 5-bedroom, 3-bath, 3-car garage home situated on a quarter-acre of land, where luxury, functionality, and energy efficiency come together. Explore every corner of this stunning property right now through a 3D interactive walkthrough or a full video tour. Designed with an open layout and split bedrooms for privacy, the home feels massive yet efficient. The heart of

    Mary Sorrell MAZELG REALTY

    1096 Sandpiper Loop, Winter Haven, FL 33881
  • /20

    $2,015 per month

    • 4 Beds
    • 2.5 Baths
    • 2,203 Sq Ft
    • House for Rent

    2069 Whispering Trails Blvd, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

    2069 Whispering Trails Blvd, Winter Haven, FL 33884
  • /2

    $270,490 Sold Jun 30, 2025

    3456 Costello Cir, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 2025

    Last Sold Summary

    • 9% Below List Price
    • $162/SF
    • 76 Days On Market

    Current Estimated Value $282,326

    Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    3456 Costello Cir, Winter Haven, FL 33884
    • /2

      Est $279,695 Not Listed For Sale

      1429 Wallace Manor Pass, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,750 Sq Ft
      • Built 2013
      1429 Wallace Manor Pass, Winter Haven, FL 33880

      Last Sold Summary

      • $160/SF
      • 55 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Kali Sikes PREMIER REALTY NETWORK, INC

  • /27

    $319,999 Pending

    • 4 Beds
    • 2 Baths
    • 1,850 Sq Ft

    5409 San Pietro Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Discover a world of effortless elegance and comfort with the Valeria, a single-story home featuring 4 bedrooms, 2 bathrooms and a 2-car garage. The foyer leads to three bedrooms, a full bathroom, and a convenient laundry room with washer and dryer included. The

    Dale Human CASA FRESCA REALTY

    5409 San Pietro Dr, Winter Haven, FL 33884
  • /22

    $4,500 per month

    • 3 Beds
    • 3 Baths
    • 2,266 Sq Ft
    • House for Rent

    236 Ruby Lake Ln, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Wake up every morning to the most breath taking views imaginable. Almost every room in the home overlooks the spectacular private Lake Ruby & Lake Bess. Upon entering the home you will find yourself captivated with the spacious and luxurious open floor plan and high degree of natural light that envelops you. Besides having the exquisite view, this

    Scott Kline KLINE REAL ESTATE SERVICES

    236 Ruby Lake Ln, Winter Haven, FL 33884
  • /2

    $325,046 Sold Dec 11, 2025

    2339 Brassie Ct, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,405 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $135/SF
    • 97 Days On Market

    Current Estimated Value $328,144

    Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

    2339 Brassie Ct, Winter Haven, FL 33884
    • /23

      Est $330,619 Not Listed For Sale

      2972 Whispering Trails Dr, Winter Haven, FL 33884

      • 4 Beds
      • 2.5 Baths
      • 2,770 Sq Ft
      • Built 2013
      2972 Whispering Trails Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 6% Above List Price
      • $113/SF
      • 159 Days On Market

      Last Sold Price $312,000

      Last Listing Agent ALLISON JOHNSTON THE SIMON SIMAAN GROUP

  • /31

    $309,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft

    Atlantic Plan at Willowbrook North, Winter Haven, FL 33881

    ATLANTIC: Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The Atlantic plan is available in Coastal, Farmhouse or Traditional exterior designs. The front entry and the private garage entry open to the foyer with an optional drop zone. A well-appointed island kitchen is centered between the cafe and the family room with access to the lanai. The primary suite

    DRB Homes Builder
    0 Fl-544 St Unit 36849119, Winter Haven, FL 33881
  • /19

    $1,895 per month

    • 4 Beds
    • 2 Baths
    • 1,458 Sq Ft
    • House for Rent

    822 Terranova Rd, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

    822 Terranova Rd, Winter Haven, FL 33884
  • /2

    $380,000 Sold Feb 17, 2026

    1995 Avenue F SW, Winter Haven, FL 33880

    • 4 Beds
    • 4 Baths
    • 2,613 Sq Ft
    • Built 2013

    Last Sold Summary

    • 11% Below List Price
    • $145/SF
    • 17 Days On Market

    Current Estimated Value $390,466

    Last Listing Agent Cyleste Goodson FLORIDA REAL ESTATE COMPANY

    1995 Avenue F SW, Winter Haven, FL 33880
    • /2

      Est $290,118 Not Listed For Sale

      1109 Normandy Heights Cir, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,582 Sq Ft
      • Built 2013
      1109 Normandy Heights Cir, Winter Haven, FL 33880

      Last Sold Summary

      • 2% Below List Price
      • $187/SF
      • 27 Days On Market

      Last Sold Price $296,000

      Last Listing Agent Manny Quiros RE/MAX

  • /7

    $334,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    Atwood Plan at Willowbrook North, Winter Haven, FL 33881

    ATWOOD: Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The Atwood plan is available in Coastal, Farmhouse or Traditional exterior designs. Adjacent the gracious foyer you'll find 2 secondary bedrooms and a full bathroom. The well-appointed, island kitchen overlooks to the cafe and adjacent family room. The primary suite boasts a large walk-in closet and an en

    DRB Homes Builder
    0 Fl-544 St Unit 36849132, Winter Haven, FL 33881
  • /16

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 1,490 Sq Ft
    • House for Rent

    14 Lamplight Ln, Winter Haven, FL 33884

    Welcome to 14 Lamplight Lane in beautiful Winter Haven — a delightful 2-bedroom, 2-bath home offering 1,490 square feet of comfortable living space plus a versatile bonus room that adds flexibility to fit your lifestyle. This inviting residence features a bright and open living area filled with natural light, creating a warm and welcoming atmosphere from the moment you step inside. With 1,490

    Leila Torres LA ROSA REALTY PRESTIGE

    14 Lamplight Ln, Winter Haven, FL 33884
  • /2

    $333,285 Sold Jul 22, 2025

    2840 San Marco Way, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 2,005 Sq Ft
    • Built 2025

    Last Sold Summary

    • $166/SF

    Current Estimated Value $333,555

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    2840 San Marco Way, Winter Haven, FL 33884
    • /40

      Est $288,476 Not Listed For Sale

      5816 Marsh Landing Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,722 Sq Ft
      • Built 2017
      5816 Marsh Landing Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 3% Above List Price
      • $163/SF
      • 4 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Nathan Meyer EXP REALTY LLC

  • /21

    $279,999 Pending

    • 3 Beds
    • 2 Baths
    • 1,615 Sq Ft

    5520 Taverna Loop, Winter Haven, FL 33884

    BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new

    Dale Human CASA FRESCA REALTY

    5520 Taverna Loop, Winter Haven, FL 33884
  • /15

    $2,470 per month

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • House for Rent

    1581 Lemon Ave, Winter Haven, FL 33881

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    1581 Lemon Ave, Winter Haven, FL 33881
  • /2

    $495,000 Sold Oct 02, 2025

    934 Lake Elbert Dr SE, Winter Haven, FL 33880

    • 4 Beds
    • 2 Baths
    • 3,198 Sq Ft
    • Built 1926

    Last Sold Summary

    • 3% Below List Price
    • $155/SF
    • 140 Days On Market

    Current Estimated Value $496,803

    Last Listing Agent Chris Renfro KELLER WILLIAMS REALTY SMART

    934 Lake Elbert Dr SE, Winter Haven, FL 33880
    • /25

      Est $321,322 Not Listed For Sale

      1557 Lemon Ave, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 2,035 Sq Ft
      • Built 2018
      1557 Lemon Ave, Winter Haven, FL 33881

      Last Sold Summary

      • 5% Below List Price
      • $167/SF
      • 86 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Dawn Walls Mark Spain

  • /27

    $424,990 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,182 Sq Ft

    Gabriela Plan at VillaMar, Winter Haven, FL 33884

    Prepare to be impressed by the Gabriela, a stunning two-story 5-bedroom, 3.5-bathroom home with a 3-car tandem garage. The inviting exterior and professionally designed landscaping exudes curb appeal. Once you're inside, you'll find a den space and half bathroom off the foyer, offering a private office or flex space. A secluded guest suite with a walk-in closet is also conveniently located on the

    Casa Fresca Homes Builder
    6614 Crescent Loop Unit 37807417, Winter Haven, FL 33884
  • /36

    $2,100 per month

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • House for Rent

    6424 Domizio Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven. Offering 4 bedrooms, 2 full bathrooms, and 1 half bath, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the

    Rodrigo Araujo Machado WRA BUSINESS & REAL ESTATE

    6424 Domizio Dr, Winter Haven, FL 33884
  • /2

    $955,000 Sold Feb 06, 2026

    0 Us Hwy 540 W Unit MFRTB8402112, Winter Haven, FL 33880

    • Land
    • 2.38 Acres
    • $401,261 per Acre

    Last Sold Summary

    • 24% Below List Price
    • 108 Days On Market

    Last Listing Agent Jennea LeDuc REMAX EXPERTS

    0 Us Hwy 540 W Unit MFRTB8402112, Winter Haven, FL 33880
    • /22

      Not Listed For Sale

      6776 Brentwood Dr NE, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,040 Sq Ft
      • Built 1984
      6776 Brentwood Dr NE, Winter Haven, FL 33881

      Last Sold Summary

      • $142/SF
      • 33 Days On Market

      Last Sold Price $147,500

      Last Listing Agent Judy Morgan FREEDOM REALTY

  • /27

    $355,999 Pending

    • 5 Beds
    • 3 Baths
    • 2,470 Sq Ft

    6002 Navona Way, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly

    Dale Human CASA FRESCA REALTY

    6002 Navona Way, Winter Haven, FL 33884
  • /16

    $2,130 per month

    • 3 Beds
    • 2 Baths
    • 1,951 Sq Ft
    • House for Rent

    301 Majestic Gardens Dr, Winter Haven, FL 33880

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    301 Majestic Gardens Dr, Winter Haven, FL 33880
  • /2

    $290,000 Sold Dec 10, 2025

    107 Alachua Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft
    • Built 1964

    Last Sold Summary

    • $184/SF
    • 91 Days On Market

    Current Estimated Value $284,657

    Last Listing Agent Danielle Davis ELEVE REAL ESTATE LLC

    107 Alachua Dr, Winter Haven, FL 33884
    • /2

      Est $308,810 Not Listed For Sale

      257 Oleander St, Winter Haven, FL 33881

      • 4 Beds
      • 2.5 Baths
      • 2,195 Sq Ft
      • Built 2018
      257 Oleander St, Winter Haven, FL 33881

      Last Sold Summary

      • 4% Below List Price
      • $147/SF
      • 78 Days On Market

      Last Sold Price $322,500

      Last Listing Agent Vilmari Caraballo RE/MAX

  • /15

    $311,950 New Construction

    • 4 Beds
    • 2 Baths
    • 1,910 Sq Ft

    Ruby Plan at Annabelle Estates, Lake Wales, FL 33859

    The single-story Ruby plan was designed for entertaining, offering a generous great room, an open dining area and a relaxing covered patio. You'll also appreciate an impressive kitchen with a center island and a walk-in pantry, as well as a lavish primary suite with a private bath and an immense walk-in closet. This home will be built with either two secondary bedrooms and a study or three

    Richmond American Homes Builder
    4130 Old Bartow Lake Wales Rd Unit 36431535, Lake Wales, FL 33859
  • /41

    $1,795 per month

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • House for Rent

    3063 Laurel Oak Ln, Winter Haven, FL 33884

    2ND MONTH RENT FREE: Move-In Ready, Pet-Friendly, 2-Car Garage! Available for immediate occupancy! Step into this stunning 2023 Meritage Home in the heart of Winter Haven, Florida—a highly upgraded 3-bedroom, 2-bath single-story home designed to impress. This move-in ready home features neutral tones throughout, a chef-inspired kitchen with stainless steel appliances, quartz countertops, and a

    Katrina Anarumo RENT A FLORIDA HOME

    3063 Laurel Oak Ln, Winter Haven, FL 33884
  • /33

    $372,490 Sold Sep 12, 2025

    4807 Khloe Ct, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,601 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $143/SF
    • 15 Days On Market

    Current Estimated Value $366,832

    D.R. Horton VillaMar

    4807 Khloe Ct, Winter Haven, FL 33884
    • /16

      Not Listed For Sale

      6482 Peppertree Path NE, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,300 Sq Ft
      • Built 1986
      6482 Peppertree Path NE, Winter Haven, FL 33881

      Last Sold Summary

      • $119/SF
      • 52 Days On Market

      Last Sold Price $155,000

      Last Listing Agent Jean Murphy CENTURY 21 MYERS REALTY

  • /28

    $290,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft

    4948 Kaia Ave, Winter Haven, FL 33884

    The property is located at 4948 Kaia Avenue WINTER HAVEN FL 33884 priced at 288490, the square foot and stories are 1665, 1.The number of bath is 2, halfbath is 0 there are 4 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    4948 Kaia Ave, Winter Haven, FL 33884
  • /15

    $1,945 per month

    • 4 Beds
    • 2 Baths
    • 1,874 Sq Ft
    • House for Rent

    930 Deming Dr, Winter Haven, FL 33880

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    930 Deming Dr, Winter Haven, FL 33880
  • /2

    $376,990 Sold Aug 29, 2025

    2526 Sage Valley Way, Winter Haven, FL 33884

    • 4 Beds
    • 3 Baths
    • 2,372 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $159/SF
    • 275 Days On Market

    Current Estimated Value $377,969

    Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    2526 Sage Valley Way, Winter Haven, FL 33884
    • /34

      Est $107,322 Not Listed For Sale

      2040 San Marcos Dr SE Unit 108, Winter Haven, FL 33880

      • 1 Bed
      • 1 Bath
      • 666 Sq Ft
      • Built 1985
      2040 San Marcos Dr SE Unit 108, Winter Haven, FL 33880

      Last Sold Summary

      • 19% Below List Price
      • $199/SF
      • 28 Days On Market

      Last Sold Price $132,500

      Last Listing Agent Spyro Lefkimiotis RE/MAX

Showing Results 561 - 600, Page 15 of 18

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